Reference/ChEBI CHEBI 17347
type: UnificationXref
id: CHEBI:17347
db: ChEBI

Compound/PW C040034 Endoplasmic Reticulum/Stoichiometry/1.0
type: Stoichiometry
physical entity: Hydrogen Ion
stoichiometric coefficient: 1.0

Reference/ChemSpider 937
type: UnificationXref
id: 937
db: ChemSpider

Protein/7780 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: Unknown
stoichiometric coefficient: 1.0

Reference/KEGG Compound C00674
type: UnificationXref
id: C00674
db: KEGG Compound

Unknown
type: ProteinReference
organism: Mus musculus

Unknown
type: ProteinReference
organism: Mus musculus

Unknown
type: ProteinReference
organism: Mus musculus

Reference/PubChem-compound 439153
type: UnificationXref
id: 439153
db: PubChem-compound

UDP-glucuronosyltransferase 1-1
type: Complex
component stoichiometry: Protein/7782 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
component stoichiometry: Protein/7736 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
component stoichiometry: Protein/7780 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
component stoichiometry: Protein/7781 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
cellular location: Endoplasmic Reticulum Membrane
component: Unknown

Reference/PubChem-compound 6013
type: UnificationXref
id: 6013
db: PubChem-compound

Oxidized flavoprotein
type: Protein
cellular location: Endoplasmic Reticulum
entity reference: Oxidized flavoprotein

Reference/ChemSpider 102793
type: UnificationXref
id: 102793
db: ChemSpider

NADPH
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: NADPH

Androstanedione
type: SmallMoleculeReference
xref: Reference/CAS 846-46-8
xref: Reference/ChemSpider 193520
xref: Reference/ChEBI CHEBI 15994
xref: Reference/HMDB HMDB0000899
xref: Reference/BioCyc CPD-342
xref: Reference/PubChem-compound 222865
xref: Reference/KEGG Compound C00674
chemical formula: C19H28O2
molecular weight: 288.20892
structure: ChemicalStructure/PW C000718

Reference/CAS 53-41-8
type: UnificationXref
id: 53-41-8
db: CAS

Transport10038
type: Transport
participant stoichiometry: Compound/PW C002924 Mitochondrial Inner Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C002924 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
right: 11b-Hydroxyandrost-4-ene-3,17-dione
spontaneous: false
left: 11b-Hydroxyandrost-4-ene-3,17-dione
name: 11b-Hydroxyandrost-4-ene-3,17-dione (→) Transport: Mus musculus, Cell, Mitochondrial Inner Membrane to Mus musculus, Cell, Endoplasmic Reticulum Membrane
conversion direction: LEFT_TO_RIGHT

Compound/PW C000146 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: NADPH
stoichiometric coefficient: 1.0

Reference/HMDB HMDB0006768
type: UnificationXref
id: HMDB0006768
db: HMDB

Sterol 26-hydroxylase, mitochondrial
type: Protein
cellular location: Endoplasmic Reticulum
entity reference: Sterol 26-hydroxylase, mitochondrial

19-Hydroxyandrost-4-ene-3,17-dione
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: 19-Hydroxyandrost-4-ene-3,17-dione

NADH
type: SmallMolecule
cellular location: Cytosol
entity reference: NADH

Reference/ChEBI CHEBI 17200
type: UnificationXref
id: CHEBI:17200
db: ChEBI

Compound/PW C001065 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: Oxygen
stoichiometric coefficient: 1.0

Reference/ChEBI CHEBI 16474
type: UnificationXref
id: CHEBI:16474
db: ChEBI

Hydrogen Ion
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: Hydrogen Ion

Reference/ChemSpider 952
type: UnificationXref
id: 952
db: ChemSpider

Reference/HMDB HMDB0006773
type: UnificationXref
id: HMDB0006773
db: HMDB

ReactionCatalysis100999
type: Catalysis
controller: Alcohol dehydrogenase [NADP(+)]
controlled: Reaction110676
control type: ACTIVATION

ReactionCatalysis100998
type: Catalysis
controller: Cytochrome P450 2D9
controlled: Reaction110675
control type: ACTIVATION

ReactionCatalysis100997
type: Catalysis
controller: UDP-glucuronosyltransferase 1-1
controlled: 2.4.1.17
control type: ACTIVATION

Protein/Generic34 Mitochondrial Inner Membrane/Stoichiometry/2.0
type: Stoichiometry
physical entity: Oxidized adrenal ferredoxin
stoichiometric coefficient: 2.0

ReactionCatalysis100996
type: Catalysis
controller: Alcohol dehydrogenase [NADP(+)]
controlled: 1.1.1.50
control type: ACTIVATION

ReactionCatalysis100995
type: Catalysis
controller: 3-oxo-5-alpha-steroid 4-dehydrogenase 1
controlled: Reaction110672
control type: ACTIVATION

Reference/HMDB HMDB0006772
type: UnificationXref
id: HMDB0006772
db: HMDB

Reference/KEGG Compound C00468
type: UnificationXref
id: C00468
db: KEGG Compound

Reference/BioCyc UDP-GLUCURONATE
type: UnificationXref
id: UDP-GLUCURONATE
db: BioCyc

Reference/PubChem-compound 6031
type: UnificationXref
id: 6031
db: PubChem-compound

Compound/PW C001715 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: Androsterone glucuronide
stoichiometric coefficient: 1.0

Reference/ChemSpider 1010
type: UnificationXref
id: 1010
db: ChemSpider

Reference/UniProt P11714
type: UnificationXref
id: P11714
db: UniProt

Protein/Generic38 Endoplasmic Reticulum/Stoichiometry/1.0
type: Stoichiometry
physical entity: Oxidized flavoprotein
stoichiometric coefficient: 1.0

Protein/Generic37 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: Reduced flavoprotein
stoichiometric coefficient: 1.0

Reference/HMDB HMDB0004484
type: UnificationXref
id: HMDB0004484
db: HMDB

Compound/PW C000037 Endoplasmic Reticulum/Stoichiometry/1.0
type: Stoichiometry
physical entity: Androstenedione
stoichiometric coefficient: 1.0

Mus musculus
type: BioSource
xref: Reference/TAXONOMY 10090

Testosterone
type: SmallMolecule
cellular location: Endoplasmic Reticulum
entity reference: Testosterone

Inactive hydroxysteroid dehydrogenase-like protein 1
type: Protein
cellular location: Endoplasmic Reticulum
entity reference: Inactive hydroxysteroid dehydrogenase-like protein 1

Uridine diphosphate glucuronic acid
type: SmallMoleculeReference
xref: Reference/BioCyc UDP-GLUCURONATE
xref: Reference/CAS 2616-64-0
xref: Reference/PubChem-compound 17473
xref: Reference/HMDB HMDB0000935
xref: Reference/ChEBI CHEBI 17200
xref: Reference/ChemSpider 16522
xref: Reference/KEGG Compound C00167
chemical formula: C15H22N2O18P2
molecular weight: 580.0343
structure: ChemicalStructure/PW C000746

Compound/PW C000146 Cytosol/Stoichiometry/1.0
type: Stoichiometry
physical entity: NADPH
stoichiometric coefficient: 1.0

Reference/ChEBI CHEBI 17263
type: UnificationXref
id: CHEBI:17263
db: ChEBI

Corticosteroid 11-beta-dehydrogenase isozyme 1
type: Complex
component stoichiometry: Protein/13873 Endoplasmic Reticulum Membrane/Stoichiometry/2.0
cellular location: Endoplasmic Reticulum Membrane
component: Short-chain dehydrogenase/reductase family 16C member 6

Cytosol
type: CellularLocationVocabulary
xref: Reference/GENE ONTOLOGY GO 0005829

Adrenosterone
type: SmallMoleculeReference
xref: Reference/KEGG Compound C05285
xref: Reference/ChemSpider 194597
xref: Reference/PubChem-compound 223997
xref: Reference/ChEBI CHEBI 607862
xref: Reference/CAS 382-45-6
xref: Reference/HMDB HMDB0006772
chemical formula: C19H24O3
molecular weight: 300.17255
structure: ChemicalStructure/PW C002923

Compound/PW C001144 Cytosol/Stoichiometry/1.0
type: Stoichiometry
physical entity: NADH
stoichiometric coefficient: 1.0

Reference/ChEBI CHEBI 5086
type: UnificationXref
id: CHEBI:5086
db: ChEBI

11b-Hydroxyandrost-4-ene-3,17-dione
type: SmallMoleculeReference
xref: Reference/PubChem-compound 94141
xref: Reference/KEGG Compound C05284
xref: Reference/ChEBI CHEBI 27967
xref: Reference/HMDB HMDB0006773
xref: Reference/CAS 382-44-5
xref: Reference/ChemSpider 84958
chemical formula: C19H26O3
molecular weight: 302.1882
structure: ChemicalStructure/PW C002924

Androsterone glucuronide
type: SmallMoleculeReference
xref: Reference/ChEBI CHEBI 28832
xref: Reference/PubChem-compound 114833
xref: Reference/CAS 1852-43-3
xref: Reference/ChemSpider 102793
xref: Reference/BioCyc Beta-D-Glucuronides
xref: Reference/KEGG Compound C11135
xref: Reference/HMDB HMDB0002829
chemical formula: C25H38O8
molecular weight: 466.25668
structure: ChemicalStructure/PW C001715

Reference/ChemSpider 84958
type: UnificationXref
id: 84958
db: ChemSpider

Compound/PW C002919 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: 19-Oxoandrost-4-ene-3,17-dione
stoichiometric coefficient: 1.0

Etiocholanedione
type: SmallMolecule
cellular location: Cytosol
entity reference: Etiocholanedione

Protein/7781 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: Unknown
stoichiometric coefficient: 1.0

Reference/BioCyc ANDROSTERONE
type: UnificationXref
id: ANDROSTERONE
db: BioCyc

Reference/KEGG Compound C00007
type: UnificationXref
id: C00007
db: KEGG Compound

Reference/KEGG Compound C00006
type: UnificationXref
id: C00006
db: KEGG Compound

Reference/ChEBI CHEBI 18009
type: UnificationXref
id: CHEBI:18009
db: ChEBI

Hydrogen Ion
type: SmallMolecule
cellular location: Cytosol
entity reference: Hydrogen Ion

Reference/KEGG Compound C00001
type: UnificationXref
id: C00001
db: KEGG Compound

Reference/BioCyc Beta-D-Glucuronides
type: UnificationXref
id: Beta-D-Glucuronides
db: BioCyc

Reference/KEGG Compound C00005
type: UnificationXref
id: C00005
db: KEGG Compound

Reference/KEGG Compound C00004
type: UnificationXref
id: C00004
db: KEGG Compound

Etiocholanedione
type: SmallMoleculeReference
xref: Reference/PubChem-compound 440114
xref: Reference/CAS 1229-12-5
xref: Reference/ChEBI CHEBI 16985
xref: Reference/HMDB HMDB0003769
xref: Reference/ChemSpider 389114
xref: Reference/KEGG Compound C03772
chemical formula: C19H28O2
molecular weight: 288.20892
structure: ChemicalStructure/PW C001967

Reference/KEGG Compound C00003
type: UnificationXref
id: C00003
db: KEGG Compound

NADPH
type: SmallMolecule
cellular location: Cytosol
entity reference: NADPH

Androsterone glucuronide
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: Androsterone glucuronide

ReactionCatalysis99981
type: Catalysis
controller: Sterol 26-hydroxylase, mitochondrial
controlled: 1.14.14.14
control type: ACTIVATION

Mitochondrial Inner Membrane
type: CellularLocationVocabulary
xref: Reference/GENE ONTOLOGY GO 0005743

2.4.1.17
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000021 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000201 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001715 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000746 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
right: Androsterone glucuronide
right: Uridine 5'-diphosphate
spontaneous: false
EC number: 2.4.1.17
left: Uridine diphosphate glucuronic acid
left: Androsterone
name: Androsterone + Uridine diphosphate glucuronic acid → Androsterone glucuronide + Uridine 5'-diphosphate
conversion direction: LEFT_TO_RIGHT

Reaction110675
type: BiochemicalReaction
participant stoichiometry: Protein/Generic33 Mitochondrial Inner Membrane/Stoichiometry/2.0
participant stoichiometry: Compound/PW C002924 Mitochondrial Inner Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000037 Mitochondrial Inner Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001420 Mitochondrial Inner Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040034 Mitochondrial Inner Membrane/Stoichiometry/2.0
participant stoichiometry: Protein/Generic34 Mitochondrial Inner Membrane/Stoichiometry/2.0
participant stoichiometry: Compound/PW C001065 Mitochondrial Inner Membrane/Stoichiometry/1.0
right: Water
right: 11b-Hydroxyandrost-4-ene-3,17-dione
right: Oxidized adrenal ferredoxin
spontaneous: false
left: Hydrogen Ion
left: Reduced adrenal ferredoxin
left: Oxygen
left: Androstenedione
name: Androstenedione + 2 Hydrogen Ion + Oxygen + 2 Reduced adrenal ferredoxin → 11b-Hydroxyandrost-4-ene-3,17-dione + 2 Oxidized adrenal ferredoxin + Water
conversion direction: LEFT_TO_RIGHT

Reaction110672
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000718 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000146 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040034 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000037 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000143 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
right: Androstanedione
right: NADP
spontaneous: false
left: Androstenedione
left: NADPH
left: Hydrogen Ion
name: Androstenedione + Hydrogen Ion + NADPH → Androstanedione + NADP
conversion direction: LEFT_TO_RIGHT

Compound/PW C002924 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: 11b-Hydroxyandrost-4-ene-3,17-dione
stoichiometric coefficient: 1.0

1.1.1.50
type: BiochemicalReaction
participant stoichiometry: Compound/PW C040034 Cytosol/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000721 Cytosol/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000718 Cytosol/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001144 Cytosol/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000021 Cytosol/Stoichiometry/1.0
right: NAD
right: Androsterone
spontaneous: false
EC number: 1.1.1.50
left: Hydrogen Ion
left: NADH
left: Androstanedione
name: Androstanedione + Hydrogen Ion + NADH → Androsterone + NAD
conversion direction: LEFT_TO_RIGHT

Oxygen
type: SmallMolecule
cellular location: Endoplasmic Reticulum
entity reference: Oxygen

Reference/KEGG Compound C11135
type: UnificationXref
id: C11135
db: KEGG Compound

NADH
type: SmallMolecule
cellular location: Endoplasmic Reticulum
entity reference: NADH

Reaction110678
type: BiochemicalReaction
participant stoichiometry: Compound/PW C002923 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000146 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C002924 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040034 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000143 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
right: Adrenosterone
right: NADPH
right: Hydrogen Ion
spontaneous: false
left: 11b-Hydroxyandrost-4-ene-3,17-dione
left: NADP
name: 11b-Hydroxyandrost-4-ene-3,17-dione + NADP → Adrenosterone + Hydrogen Ion + NADPH
conversion direction: LEFT_TO_RIGHT

1.1.1.50
type: BiochemicalReaction
participant stoichiometry: Compound/PW C040034 Cytosol/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000721 Cytosol/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000372 Cytosol/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001144 Cytosol/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001967 Cytosol/Stoichiometry/1.0
right: NAD
right: Etiocholanolone
spontaneous: false
EC number: 1.1.1.50
left: Hydrogen Ion
left: NADH
left: Etiocholanedione
name: Etiocholanedione + Hydrogen Ion + NADH → Etiocholanolone + NAD
conversion direction: LEFT_TO_RIGHT

Reaction110676
type: BiochemicalReaction
participant stoichiometry: Compound/PW C040034 Cytosol/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000146 Cytosol/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000037 Cytosol/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000143 Cytosol/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001967 Cytosol/Stoichiometry/1.0
right: Etiocholanedione
right: NADP
spontaneous: false
left: Androstenedione
left: Hydrogen Ion
left: NADPH
name: Androstenedione + Hydrogen Ion + NADPH → Etiocholanedione + NADP
conversion direction: LEFT_TO_RIGHT

Reference/UniProt Q8BTX9
type: UnificationXref
id: Q8BTX9
db: UniProt

2.4.1.17
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000201 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000746 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000372 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C002144 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
right: Etiocholanolone glucuronide
right: Uridine 5'-diphosphate
spontaneous: false
EC number: 2.4.1.17
left: Uridine diphosphate glucuronic acid
left: Etiocholanolone
name: Etiocholanolone + Uridine diphosphate glucuronic acid → Etiocholanolone glucuronide + Uridine 5'-diphosphate
conversion direction: LEFT_TO_RIGHT

Reference/KEGG Compound C11136
type: UnificationXref
id: C11136
db: KEGG Compound

NAD
type: SmallMoleculeReference
xref: Reference/ChEBI CHEBI 15846
xref: Reference/HMDB HMDB0000902
xref: Reference/CAS 53-84-9
xref: Reference/KEGG Compound C00003
xref: Reference/PubChem-compound 5893
xref: Reference/BioCyc NAD
xref: Reference/ChemSpider 5682
chemical formula: C21H28N7O14P2
molecular weight: 664.11694
structure: ChemicalStructure/PW C000721

Reference/ChemSpider 5669
type: UnificationXref
id: 5669
db: ChemSpider

Reference/ChemSpider 5668
type: UnificationXref
id: 5668
db: ChemSpider

Reference/PubChem-compound 6128
type: UnificationXref
id: 6128
db: PubChem-compound

Protein/7736 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: Unknown
stoichiometric coefficient: 1.0

Reference/HMDB HMDB0000902
type: UnificationXref
id: HMDB0000902
db: HMDB

Reference/ChEBI CHEBI 16032
type: UnificationXref
id: CHEBI:16032
db: ChEBI

Reference/KEGG Compound C00015
type: UnificationXref
id: C00015
db: KEGG Compound

ReactionCatalysis99987
type: Catalysis
controller: Sterol 26-hydroxylase, mitochondrial
controlled: 1.14.14.14
control type: ACTIVATION

ReactionCatalysis99984
type: Catalysis
controller: Sterol 26-hydroxylase, mitochondrial
controlled: 1.14.14.14
control type: ACTIVATION

Oxygen
type: SmallMolecule
cellular location: Mitochondrial Inner Membrane
entity reference: Oxygen

Reference/ChemSpider 5660
type: UnificationXref
id: 5660
db: ChemSpider

ReactionCatalysis99994
type: Catalysis
controller: Inactive hydroxysteroid dehydrogenase-like protein 1
controlled: 1.1.1.64
control type: ACTIVATION

Reference/BioCyc NAD(P)
type: UnificationXref
id: NAD(P)
db: BioCyc

Hydrogen Ion
type: SmallMoleculeReference
xref: Reference/KEGG Compound C00080
xref: Reference/ChEBI CHEBI 15378
xref: Reference/HMDB HMDB0059597
xref: Reference/PubChem-compound 1038
xref: Reference/ChemSpider 1010
chemical formula: H
molecular weight: 1.007825
structure: ChemicalStructure/PW C040034

19-Oxoandrost-4-ene-3,17-dione
type: SmallMoleculeReference
xref: Reference/ChemSpider 17465008
xref: Reference/KEGG Compound C05297
xref: Reference/HMDB HMDB0006768
xref: Reference/ChEBI CHEBI 1069535
xref: Reference/PubChem-compound 16399653
chemical formula: C19H24O3
molecular weight: 300.17255
structure: ChemicalStructure/PW C002919

Reference/ChemSpider 194597
type: UnificationXref
id: 194597
db: ChemSpider

Reference/ChemSpider 5898
type: UnificationXref
id: 5898
db: ChemSpider

Androstenedione
type: SmallMolecule
cellular location: Cytosol
entity reference: Androstenedione

Reference/CAS 53-84-9
type: UnificationXref
id: 53-84-9
db: CAS

Reference/KEGG Compound C03772
type: UnificationXref
id: C03772
db: KEGG Compound

Reference/BioCyc ALPHA-ANDROSTAN-3BETA17BETA-DIOL
type: UnificationXref
id: ALPHA-ANDROSTAN-3BETA17BETA-DIOL
db: BioCyc

Reference/PubChem-compound 94141
type: UnificationXref
id: 94141
db: PubChem-compound

NADP
type: SmallMolecule
cellular location: Cytosol
entity reference: NADP

Androstenedione Metabolism
type: Pathway
pathway order: PathwayEnzymeReaction/2111921
pathway order: PathwayEnzymeReaction/2111920
pathway order: PathwayEnzymeReaction/2111923
pathway order: PathwayEnzymeReaction/2111922
pathway order: PathwayEnzymeReaction/2111914
pathway order: PathwayEnzymeReaction/2111925
pathway order: PathwayEnzymeReaction/2111924
pathway order: PathwayEnzymeReaction/2111916
pathway order: PathwayEnzymeReaction/2111915
pathway order: PathwayEnzymeReaction/2111918
pathway order: PathwayEnzymeReaction/2111917
pathway order: PathwayEnzymeReaction/2111919
pathway order: PathwayTransport/2111926
pathway component: 1.14.14.14
pathway component: ReactionCatalysis99987
pathway component: ReactionCatalysis99984
pathway component: ReactionCatalysis99994
pathway component: ReactionCatalysis101002
pathway component: ReactionCatalysis101001
pathway component: ReactionCatalysis101000
pathway component: ReactionCatalysis100999
pathway component: ReactionCatalysis100998
pathway component: ReactionCatalysis100997
pathway component: ReactionCatalysis100996
pathway component: ReactionCatalysis100995
pathway component: 1.1.1.64
pathway component: Transport10038
pathway component: ReactionCatalysis99981
pathway component: 2.4.1.17
pathway component: Reaction110675
pathway component: Reaction110672
pathway component: 1.1.1.50
pathway component: Reaction110678
pathway component: Reaction110676
xref: Reference/SMPDB SMP0063688
xref: Reference/PathWhiz PW064670
organism: Mus musculus

Compound/PW C002923 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: Adrenosterone
stoichiometric coefficient: 1.0

ChemicalStructure/PW C001144
type: ChemicalStructure
structure format: SMILES

Protein/7782 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: Unknown
stoichiometric coefficient: 1.0

Reference/ChemSpider 17465008
type: UnificationXref
id: 17465008
db: ChemSpider

Cytochrome P450 2D9
type: Protein
cellular location: Mitochondrial Inner Membrane
entity reference: Cytochrome P450 2D9

Reference/HMDB HMDB0003769
type: UnificationXref
id: HMDB0003769
db: HMDB

Reference/KEGG Compound C00280
type: UnificationXref
id: C00280
db: KEGG Compound

Reference/ChEBI CHEBI 607862
type: UnificationXref
id: CHEBI:607862
db: ChEBI

Reference/HMDB HMDB0000490
type: UnificationXref
id: HMDB0000490
db: HMDB

Reference/KEGG Compound C00167
type: UnificationXref
id: C00167
db: KEGG Compound

Reference/HMDB HMDB0000145
type: UnificationXref
id: HMDB0000145
db: HMDB

Uridine 5'-diphosphate
type: SmallMoleculeReference
xref: Reference/ChEBI CHEBI 17659
xref: Reference/PubChem-compound 6031
xref: Reference/CAS 58-98-0
xref: Reference/HMDB HMDB0000295
xref: Reference/KEGG Compound C00015
xref: Reference/ChemSpider 5809
xref: Reference/BioCyc UDP
chemical formula: C9H14N2O12P2
molecular weight: 404.0022
structure: ChemicalStructure/PW C000201

Reference/ChEBI CHEBI 28195
type: UnificationXref
id: CHEBI:28195
db: ChEBI

Etiocholanolone
type: SmallMolecule
cellular location: Cytosol
entity reference: Etiocholanolone

Reference/HMDB HMDB0000142
type: UnificationXref
id: HMDB0000142
db: HMDB

Oxidized adrenal ferredoxin
type: Protein
cellular location: Mitochondrial Inner Membrane
entity reference: Oxidized adrenal ferredoxin

Reference/KEGG Compound C05297
type: UnificationXref
id: C05297
db: KEGG Compound

Reference/PathWhiz PW064670
type: UnificationXref
id: PW064670
db: PathWhiz

19-Hydroxyandrost-4-ene-3,17-dione
type: SmallMolecule
cellular location: Endoplasmic Reticulum
entity reference: 19-Hydroxyandrost-4-ene-3,17-dione

Compound/PW C000372 Cytosol/Stoichiometry/1.0
type: Stoichiometry
physical entity: Etiocholanolone
stoichiometric coefficient: 1.0

Reference/CAS 7732-18-5
type: UnificationXref
id: 7732-18-5
db: CAS

Reference/KEGG Compound C00058
type: UnificationXref
id: C00058
db: KEGG Compound

Compound/PW C001420 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: Water
stoichiometric coefficient: 1.0

Compound/PW C002016 Endoplasmic Reticulum/Stoichiometry/1.0
type: Stoichiometry
physical entity: 19-Hydroxyandrost-4-ene-3,17-dione
stoichiometric coefficient: 1.0

Reference/HMDB HMDB0001487
type: UnificationXref
id: HMDB0001487
db: HMDB

Water
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: Water

ChemicalStructure/PW C000037
type: ChemicalStructure
structure format: SMILES

Androstanedione
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: Androstanedione

ChemicalStructure/PW C000157
type: ChemicalStructure
structure format: SMILES

Reference/BioCyc FORMATE
type: UnificationXref
id: FORMATE
db: BioCyc

Reference/UniProt Q05A13
type: UnificationXref
id: Q05A13
db: UniProt

Reference/HMDB HMDB0000031
type: UnificationXref
id: HMDB0000031
db: HMDB

Reference/CAS 3602-09-3
type: UnificationXref
id: 3602-09-3
db: CAS

Reference/ChemSpider 16522
type: UnificationXref
id: 16522
db: ChemSpider

NAD
type: SmallMolecule
cellular location: Cytosol
entity reference: NAD

Compound/PW C000157 Endoplasmic Reticulum/Stoichiometry/1.0
type: Stoichiometry
physical entity: Testosterone
stoichiometric coefficient: 1.0

Compound/PW C040034 Mitochondrial Inner Membrane/Stoichiometry/2.0
type: Stoichiometry
physical entity: Hydrogen Ion
stoichiometric coefficient: 2.0

Compound/PW C000021 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: Androsterone
stoichiometric coefficient: 1.0

Reference/HMDB HMDB0001377
type: UnificationXref
id: HMDB0001377
db: HMDB

Compound/PW C000746 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: Uridine diphosphate glucuronic acid
stoichiometric coefficient: 1.0

Compound/PW C001065 Mitochondrial Inner Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: Oxygen
stoichiometric coefficient: 1.0

Reference/PubChem-compound 962
type: UnificationXref
id: 962
db: PubChem-compound

Reference/CAS 58-98-0
type: UnificationXref
id: 58-98-0
db: CAS

Unknown
type: Protein
cellular location: Endoplasmic Reticulum Membrane
entity reference: Unknown

Reduced adrenal ferredoxin
type: ProteinReference
xref: Reference/ChEBI CHEBI 16906
organism: Mus musculus

Oxidized adrenal ferredoxin
type: ProteinReference
xref: Reference/ChEBI CHEBI 16341
organism: Mus musculus

Compound/PW C040034 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: Hydrogen Ion
stoichiometric coefficient: 1.0

1.14.14.14
type: BiochemicalReaction
participant stoichiometry: Compound/PW C002016 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Protein/Generic37 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C002919 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001065 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001420 Endoplasmic Reticulum Membrane/Stoichiometry/2.0
participant stoichiometry: Protein/Generic38 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
right: 19-Oxoandrost-4-ene-3,17-dione
right: Water
right: Oxidized flavoprotein
spontaneous: false
EC number: 1.14.14.14
left: Oxygen
left: 19-Hydroxyandrost-4-ene-3,17-dione
left: Reduced flavoprotein
name: 19-Hydroxyandrost-4-ene-3,17-dione + Oxygen + Reduced flavoprotein → 19-Oxoandrost-4-ene-3,17-dione + Oxidized flavoprotein + 2 Water
conversion direction: LEFT_TO_RIGHT

Compound/PW C001420 Endoplasmic Reticulum Membrane/Stoichiometry/2.0
type: Stoichiometry
physical entity: Water
stoichiometric coefficient: 2.0

Reduced flavoprotein
type: ProteinReference
xref: Reference/ChEBI CHEBI 5086
organism: Mus musculus

1.14.14.14
type: BiochemicalReaction
participant stoichiometry: Protein/Generic38 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Protein/Generic37 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001065 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000037 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001420 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C002016 Endoplasmic Reticulum/Stoichiometry/1.0
right: Water
right: Oxidized flavoprotein
right: 19-Hydroxyandrost-4-ene-3,17-dione
spontaneous: false
EC number: 1.14.14.14
left: Reduced flavoprotein
left: Oxygen
left: Androstenedione
name: Androstenedione + Oxygen + Reduced flavoprotein → 19-Hydroxyandrost-4-ene-3,17-dione + Oxidized flavoprotein + Water
conversion direction: LEFT_TO_RIGHT

Oxidized flavoprotein
type: ProteinReference
xref: Reference/ChEBI CHEBI 5086
organism: Mus musculus

Reference/KEGG Compound C00080
type: UnificationXref
id: C00080
db: KEGG Compound

Compound/PW C002016 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: 19-Hydroxyandrost-4-ene-3,17-dione
stoichiometric coefficient: 1.0

ChemicalStructure/PW C001065
type: ChemicalStructure
structure format: SMILES
structure data: O=O

Reference/PubChem-compound 114833
type: UnificationXref
id: 114833
db: PubChem-compound

Hydrogen Ion
type: SmallMolecule
cellular location: Mitochondrial Inner Membrane
entity reference: Hydrogen Ion

Reference/HMDB HMDB0000053
type: UnificationXref
id: HMDB0000053
db: HMDB

Reference/HMDB HMDB0000295
type: UnificationXref
id: HMDB0000295
db: HMDB

Reference/HMDB HMDB0002111
type: UnificationXref
id: HMDB0002111
db: HMDB

ChemicalStructure/PW C000094
type: ChemicalStructure
structure format: SMILES

Reference/ChemSpider 5809
type: UnificationXref
id: 5809
db: ChemSpider

ChemicalStructure/PW C000092
type: ChemicalStructure
structure format: SMILES
structure data: OC=O

Reference/PubChem-compound 443078
type: UnificationXref
id: 443078
db: PubChem-compound

Reference/UniProt Q9JII6
type: UnificationXref
id: Q9JII6
db: UniProt

1.1.1.64
type: BiochemicalReaction
participant stoichiometry: Compound/PW C001144 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000721 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C040034 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000157 Endoplasmic Reticulum/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000037 Endoplasmic Reticulum/Stoichiometry/1.0
right: Hydrogen Ion
right: NADH
right: Androstenedione
spontaneous: false
EC number: 1.1.1.64
left: NAD
left: Testosterone
name: NAD + Testosterone ↔ Androstenedione + Hydrogen Ion + NADH
conversion direction: REVERSIBLE

Sterol 26-hydroxylase, mitochondrial
type: Protein
cellular location: Endoplasmic Reticulum Membrane
entity reference: Sterol 26-hydroxylase, mitochondrial

3-oxo-5-alpha-steroid 4-dehydrogenase 1
type: ProteinReference
xref: Reference/UniProt Q68FF9
organism: Mus musculus

Reference/CAS 64-18-6
type: UnificationXref
id: 64-18-6
db: CAS

Reference/PubChem-compound 16399653
type: UnificationXref
id: 16399653
db: PubChem-compound

19-Oxoandrost-4-ene-3,17-dione
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: 19-Oxoandrost-4-ene-3,17-dione

Reference/PubChem-compound 22833512
type: UnificationXref
id: 22833512
db: PubChem-compound

ChemicalStructure/PW C002016
type: ChemicalStructure
structure format: SMILES

Protein/Generic37 Endoplasmic Reticulum/Stoichiometry/1.0
type: Stoichiometry
physical entity: Reduced flavoprotein
stoichiometric coefficient: 1.0

Water
type: SmallMoleculeReference
xref: Reference/PubChem-compound 962
xref: Reference/ChEBI CHEBI 15377
xref: Reference/KEGG Compound C00001
xref: Reference/ChemSpider 937
xref: Reference/HMDB HMDB0002111
xref: Reference/CAS 7732-18-5
chemical formula: H2O
molecular weight: 18.010565
structure: ChemicalStructure/PW C001420

Reference/SMPDB SMP0063688
type: UnificationXref
id: SMP0063688
db: SMPDB

Uridine 5'-diphosphate
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: Uridine 5'-diphosphate

Reference/BioCyc NADH
type: UnificationXref
id: NADH
db: BioCyc

Reference/BioCyc NAD
type: UnificationXref
id: NAD
db: BioCyc

Compound/PW C002144 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: Etiocholanolone glucuronide
stoichiometric coefficient: 1.0

Reference/CAS 53-42-9
type: UnificationXref
id: 53-42-9
db: CAS

Reference/PubChem-compound 977
type: UnificationXref
id: 977
db: PubChem-compound

1.14.14.14
type: BiochemicalReaction
participant stoichiometry: Compound/PW C000092 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Protein/Generic37 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C000094 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C002919 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001065 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Protein/Generic38 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
participant stoichiometry: Compound/PW C001420 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
right: Water
right: Formic acid
right: Oxidized flavoprotein
right: Estrone
spontaneous: false
EC number: 1.14.14.14
left: 19-Oxoandrost-4-ene-3,17-dione
left: Oxygen
left: Reduced flavoprotein
name: 19-Oxoandrost-4-ene-3,17-dione + Oxygen + Reduced flavoprotein → Estrone + Formic acid + Oxidized flavoprotein + Water
conversion direction: LEFT_TO_RIGHT

Reference/HMDB HMDB0059597
type: UnificationXref
id: HMDB0059597
db: HMDB

Androstenedione
type: SmallMolecule
cellular location: Mitochondrial Inner Membrane
entity reference: Androstenedione

Protein/13873 Endoplasmic Reticulum Membrane/Stoichiometry/2.0
type: Stoichiometry
physical entity: Short-chain dehydrogenase/reductase family 16C member 6
stoichiometric coefficient: 2.0

ChemicalStructure/PW C002144
type: ChemicalStructure
structure format: SMILES

Compound/PW C000021 Cytosol/Stoichiometry/1.0
type: Stoichiometry
physical entity: Androsterone
stoichiometric coefficient: 1.0

Reference/UniProt Q68FF9
type: UnificationXref
id: Q68FF9
db: UniProt

Reference/ChemSpider 17215925
type: UnificationXref
id: 17215925
db: ChemSpider

Reference/HMDB HMDB0002829
type: UnificationXref
id: HMDB0002829
db: HMDB

11b-Hydroxyandrost-4-ene-3,17-dione
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: 11b-Hydroxyandrost-4-ene-3,17-dione

Reference/HMDB HMDB0000899
type: UnificationXref
id: HMDB0000899
db: HMDB

ChemicalStructure/PW C001420
type: ChemicalStructure
structure format: SMILES
structure data: O

Testosterone
type: SmallMoleculeReference
xref: Reference/ChEBI CHEBI 17347
xref: Reference/PubChem-compound 6013
xref: Reference/KEGG Compound C00535
xref: Reference/HMDB HMDB0000234
xref: Reference/CAS 58-22-0
xref: Reference/ChemSpider 5791
chemical formula: C19H28O2
molecular weight: 288.20892
structure: ChemicalStructure/PW C000157

Compound/PW C000721 Endoplasmic Reticulum/Stoichiometry/1.0
type: Stoichiometry
physical entity: NAD
stoichiometric coefficient: 1.0

Reference/CAS 2616-64-0
type: UnificationXref
id: 2616-64-0
db: CAS

Androstenedione
type: SmallMoleculeReference
xref: Reference/ChEBI CHEBI 16422
xref: Reference/ChemSpider 5898
xref: Reference/KEGG Compound C00280
xref: Reference/PubChem-compound 6128
xref: Reference/HMDB HMDB0000053
xref: Reference/BioCyc ANDROST4ENE
xref: Reference/CAS 63-05-8
chemical formula: C19H26O2
molecular weight: 286.19327
structure: ChemicalStructure/PW C000037

Compound/PW C000143 Cytosol/Stoichiometry/1.0
type: Stoichiometry
physical entity: NADP
stoichiometric coefficient: 1.0

Reduced flavoprotein
type: Protein
cellular location: Endoplasmic Reticulum Membrane
entity reference: Reduced flavoprotein

Reference/KEGG Compound C04373
type: UnificationXref
id: C04373
db: KEGG Compound

Uridine diphosphate glucuronic acid
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: Uridine diphosphate glucuronic acid

Reference/ChEBI CHEBI 15846
type: UnificationXref
id: CHEBI:15846
db: ChEBI

Reference/CAS 382-44-5
type: UnificationXref
id: 382-44-5
db: CAS

Reference/PubChem-compound 5870
type: UnificationXref
id: 5870
db: PubChem-compound

Reference/TAXONOMY 10090
type: UnificationXref
id: 10090
db: TAXONOMY

Reference/CAS 53-59-8
type: UnificationXref
id: 53-59-8
db: CAS

Adrenosterone
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: Adrenosterone

Reference/PubChem-compound 1038
type: UnificationXref
id: 1038
db: PubChem-compound

Reference/GENE ONTOLOGY GO 0005829
type: UnificationXref
id: GO:0005829
db: GENE ONTOLOGY

Reference/ChemSpider 278
type: UnificationXref
id: 278
db: ChemSpider

Reference/PubChem-compound 5879
type: UnificationXref
id: 5879
db: PubChem-compound

Etiocholanolone glucuronide
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: Etiocholanolone glucuronide

Reference/UniProt Q9DBG1
type: UnificationXref
id: Q9DBG1
db: UniProt

Compound/PW C000037 Cytosol/Stoichiometry/1.0
type: Stoichiometry
physical entity: Androstenedione
stoichiometric coefficient: 1.0

Reference/ChEBI CHEBI 16906
type: UnificationXref
id: CHEBI:16906
db: ChEBI

Etiocholanolone
type: SmallMoleculeReference
xref: Reference/KEGG Compound C04373
xref: Reference/PubChem-compound 5880
xref: Reference/CAS 53-42-9
xref: Reference/ChemSpider 5669
xref: Reference/ChEBI CHEBI 28195
xref: Reference/HMDB HMDB0000490
xref: Reference/BioCyc ALPHA-ANDROSTAN-3BETA17BETA-DIOL
chemical formula: C19H30O2
molecular weight: 290.22458
structure: ChemicalStructure/PW C000372

Reference/ChEBI CHEBI 16908
type: UnificationXref
id: CHEBI:16908
db: ChEBI

Unknown
type: Protein
cellular location: Endoplasmic Reticulum Membrane
entity reference: Unknown

Compound/PW C000372 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: Etiocholanolone
stoichiometric coefficient: 1.0

Compound/PW C001144 Endoplasmic Reticulum/Stoichiometry/1.0
type: Stoichiometry
physical entity: NADH
stoichiometric coefficient: 1.0

Unknown
type: Protein
cellular location: Endoplasmic Reticulum Membrane
entity reference: Unknown

Reference/ChemSpider 221136
type: UnificationXref
id: 221136
db: ChemSpider

ChemicalStructure/PW C000201
type: ChemicalStructure
structure format: SMILES

Reference/HMDB HMDB0003955
type: UnificationXref
id: HMDB0003955
db: HMDB

NADPH
type: SmallMoleculeReference
xref: Reference/CAS 53-57-6
xref: Reference/HMDB HMDB0000221
xref: Reference/PubChem-compound 22833512
xref: Reference/BioCyc NADPH
xref: Reference/ChemSpider 17215925
xref: Reference/KEGG Compound C00005
xref: Reference/ChEBI CHEBI 16474
chemical formula: C21H30N7O17P3
molecular weight: 745.0911
structure: ChemicalStructure/PW C000146

Hydrogen Ion
type: SmallMolecule
cellular location: Endoplasmic Reticulum
entity reference: Hydrogen Ion

NADP
type: SmallMoleculeReference
xref: Reference/KEGG Compound C00006
xref: Reference/CAS 53-59-8
xref: Reference/BioCyc NAD(P)
xref: Reference/HMDB HMDB0000217
xref: Reference/ChEBI CHEBI 18009
xref: Reference/PubChem-compound 5886
xref: Reference/ChemSpider 5675
chemical formula: C21H29N7O17P3
molecular weight: 744.08325
structure: ChemicalStructure/PW C000143

Androsterone
type: SmallMoleculeReference
xref: Reference/BioCyc ANDROSTERONE
xref: Reference/KEGG Compound C00523
xref: Reference/PubChem-compound 5879
xref: Reference/ChemSpider 5668
xref: Reference/HMDB HMDB0000031
xref: Reference/CAS 53-41-8
xref: Reference/ChEBI CHEBI 16032
chemical formula: C19H30O2
molecular weight: 290.22458
structure: ChemicalStructure/PW C000021

Compound/PW C000037 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: Androstenedione
stoichiometric coefficient: 1.0

Reference/BioCyc NADPH
type: UnificationXref
id: NADPH
db: BioCyc

Compound/PW C000718 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: Androstanedione
stoichiometric coefficient: 1.0

Alcohol dehydrogenase [NADP(+)]
type: Protein
cellular location: Cytosol
entity reference: Alcohol dehydrogenase [NADP(+)]

Unknown
type: Protein
cellular location: Endoplasmic Reticulum Membrane
entity reference: Unknown

Reference/BioCyc CPD-6641
type: UnificationXref
id: CPD-6641
db: BioCyc

Reference/BioCyc ANDROST4ENE
type: UnificationXref
id: ANDROST4ENE
db: BioCyc

Reference/CAS 58-68-4
type: UnificationXref
id: 58-68-4
db: CAS

ChemicalStructure/PW C000372
type: ChemicalStructure
structure format: SMILES

Reference/HMDB HMDB0000217
type: UnificationXref
id: HMDB0000217
db: HMDB

19-Hydroxyandrost-4-ene-3,17-dione
type: SmallMoleculeReference
xref: Reference/CAS 510-64-5
xref: Reference/ChEBI CHEBI 27576
xref: Reference/PubChem-compound 252379
xref: Reference/ChemSpider 221136
xref: Reference/HMDB HMDB0003955
xref: Reference/KEGG Compound C05290
chemical formula: C19H26O3
molecular weight: 302.1882
structure: ChemicalStructure/PW C002016

NAD
type: SmallMolecule
cellular location: Endoplasmic Reticulum
entity reference: NAD

Reference/CAS 510-64-5
type: UnificationXref
id: 510-64-5
db: CAS

Oxygen
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: Oxygen

Reference/ChEBI CHEBI 16985
type: UnificationXref
id: CHEBI:16985
db: ChEBI

Androstenedione
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: Androstenedione

Reference/CAS 1852-43-3
type: UnificationXref
id: 1852-43-3
db: CAS

Reference/BioCyc CPD-342
type: UnificationXref
id: CPD-342
db: BioCyc

Compound/PW C000721 Cytosol/Stoichiometry/1.0
type: Stoichiometry
physical entity: NAD
stoichiometric coefficient: 1.0

Reference/CAS 58-22-0
type: UnificationXref
id: 58-22-0
db: CAS

ChemicalStructure/PW C000143
type: ChemicalStructure
structure format: SMILES

Reference/HMDB HMDB0000221
type: UnificationXref
id: HMDB0000221
db: HMDB

ChemicalStructure/PW C000021
type: ChemicalStructure
structure format: SMILES

Reference/ChEBI CHEBI 28832
type: UnificationXref
id: CHEBI:28832
db: ChEBI

Etiocholanolone glucuronide
type: SmallMoleculeReference
xref: Reference/ChEBI CHEBI 37451
xref: Reference/HMDB HMDB0004484
xref: Reference/PubChem-compound 443078
xref: Reference/BioCyc Beta-D-Glucuronides
xref: Reference/ChemSpider 391377
xref: Reference/CAS 3602-09-3
xref: Reference/KEGG Compound C11136
chemical formula: C25H38O8
molecular weight: 466.25668
structure: ChemicalStructure/PW C002144

ChemicalStructure/PW C000146
type: ChemicalStructure
structure format: SMILES

Reference/PubChem-compound 17473
type: UnificationXref
id: 17473
db: PubChem-compound

Reference/CAS 53-57-6
type: UnificationXref
id: 53-57-6
db: CAS

Compound/PW C040034 Cytosol/Stoichiometry/1.0
type: Stoichiometry
physical entity: Hydrogen Ion
stoichiometric coefficient: 1.0

Compound/PW C001420 Mitochondrial Inner Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: Water
stoichiometric coefficient: 1.0

ReactionCatalysis101002
type: Catalysis
controller: Alcohol dehydrogenase [NADP(+)]
controlled: 1.1.1.50
control type: ACTIVATION

Reference/HMDB HMDB0000234
type: UnificationXref
id: HMDB0000234
db: HMDB

ReactionCatalysis101001
type: Catalysis
controller: Corticosteroid 11-beta-dehydrogenase isozyme 1
controlled: Reaction110678
control type: ACTIVATION

NADH
type: SmallMoleculeReference
xref: Reference/HMDB HMDB0001487
xref: Reference/CAS 58-68-4
xref: Reference/PubChem-compound 439153
xref: Reference/BioCyc NADH
xref: Reference/ChemSpider 388299
xref: Reference/KEGG Compound C00004
xref: Reference/ChEBI CHEBI 16908
chemical formula: C21H29N7O14P2
molecular weight: 665.12476
structure: ChemicalStructure/PW C001144

ReactionCatalysis101000
type: Catalysis
controller: UDP-glucuronosyltransferase 1-1
controlled: 2.4.1.17
control type: ACTIVATION

Reference/GENE ONTOLOGY GO 0005743
type: UnificationXref
id: GO:0005743
db: GENE ONTOLOGY

Compound/PW C000143 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: NADP
stoichiometric coefficient: 1.0

Reference/ChEBI CHEBI 15994
type: UnificationXref
id: CHEBI:15994
db: ChEBI

Compound/PW C000094 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: Estrone
stoichiometric coefficient: 1.0

Water
type: SmallMolecule
cellular location: Mitochondrial Inner Membrane
entity reference: Water

Reduced adrenal ferredoxin
type: Protein
cellular location: Mitochondrial Inner Membrane
entity reference: Reduced adrenal ferredoxin

Androsterone
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: Androsterone

3-oxo-5-alpha-steroid 4-dehydrogenase 1
type: Protein
cellular location: Endoplasmic Reticulum Membrane
entity reference: 3-oxo-5-alpha-steroid 4-dehydrogenase 1

Reference/KEGG Compound C05285
type: UnificationXref
id: C05285
db: KEGG Compound

Reference/KEGG Compound C05284
type: UnificationXref
id: C05284
db: KEGG Compound

Reference/ChEBI CHEBI 27967
type: UnificationXref
id: CHEBI:27967
db: ChEBI

Compound/PW C000718 Cytosol/Stoichiometry/1.0
type: Stoichiometry
physical entity: Androstanedione
stoichiometric coefficient: 1.0

Androstanedione
type: SmallMolecule
cellular location: Cytosol
entity reference: Androstanedione

Endoplasmic Reticulum
type: CellularLocationVocabulary
xref: Reference/GENE ONTOLOGY GO 0005783

Endoplasmic Reticulum Membrane
type: CellularLocationVocabulary
xref: Reference/GENE ONTOLOGY GO 0005789

ChemicalStructure/PW C000721
type: ChemicalStructure
structure format: SMILES

Androstenedione
type: SmallMolecule
cellular location: Endoplasmic Reticulum
entity reference: Androstenedione

Reference/ChemSpider 5682
type: UnificationXref
id: 5682
db: ChemSpider

Reference/BioCyc UDP
type: UnificationXref
id: UDP
db: BioCyc

Reference/PubChem-compound 223997
type: UnificationXref
id: 223997
db: PubChem-compound

Reduced flavoprotein
type: Protein
cellular location: Endoplasmic Reticulum
entity reference: Reduced flavoprotein

Reference/KEGG Compound C05290
type: UnificationXref
id: C05290
db: KEGG Compound

Reference/ChEBI CHEBI 16422
type: UnificationXref
id: CHEBI:16422
db: ChEBI

Reference/ChemSpider 193520
type: UnificationXref
id: 193520
db: ChemSpider

ChemicalStructure/PW C002919
type: ChemicalStructure
structure format: SMILES

Reference/ChemSpider 5675
type: UnificationXref
id: 5675
db: ChemSpider

Reference/HMDB HMDB0000935
type: UnificationXref
id: HMDB0000935
db: HMDB

Reference/ChemSpider 5791
type: UnificationXref
id: 5791
db: ChemSpider

Reference/CAS 846-46-8
type: UnificationXref
id: 846-46-8
db: CAS

Reference/CAS 1229-12-5
type: UnificationXref
id: 1229-12-5
db: CAS

Water
type: SmallMolecule
cellular location: Endoplasmic Reticulum
entity reference: Water

Reference/PubChem-compound 18971002
type: UnificationXref
id: 18971002
db: PubChem-compound

Reference/ChemSpider 391377
type: UnificationXref
id: 391377
db: ChemSpider

Reference/ChEBI CHEBI 37451
type: UnificationXref
id: CHEBI:37451
db: ChEBI

Compound/PW C000092 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: Formic acid
stoichiometric coefficient: 1.0

Reference/BioCyc ESTRONE
type: UnificationXref
id: ESTRONE
db: BioCyc

Reference/ChemSpider 388299
type: UnificationXref
id: 388299
db: ChemSpider

Protein/Generic38 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: Oxidized flavoprotein
stoichiometric coefficient: 1.0

Estrone
type: SmallMoleculeReference
xref: Reference/HMDB HMDB0000145
xref: Reference/PubChem-compound 5870
xref: Reference/KEGG Compound C00468
xref: Reference/CAS 53-16-7
xref: Reference/ChEBI CHEBI 17263
xref: Reference/BioCyc ESTRONE
xref: Reference/ChemSpider 5660
chemical formula: C18H22O2
molecular weight: 270.162
structure: ChemicalStructure/PW C000094

Oxygen
type: SmallMoleculeReference
xref: Reference/HMDB HMDB0001377
xref: Reference/ChemSpider 952
xref: Reference/KEGG Compound C00007
xref: Reference/ChEBI CHEBI 15379
xref: Reference/PubChem-compound 977
xref: Reference/BioCyc CPD-6641
xref: Reference/CAS 7782-44-7
chemical formula: O2
molecular weight: 31.98983
structure: ChemicalStructure/PW C001065

Formic acid
type: SmallMoleculeReference
xref: Reference/ChEBI CHEBI 30751
xref: Reference/ChemSpider 278
xref: Reference/PubChem-compound 18971002
xref: Reference/BioCyc FORMATE
xref: Reference/CAS 64-18-6
xref: Reference/KEGG Compound C00058
xref: Reference/HMDB HMDB0000142
chemical formula: CH2O2
molecular weight: 46.005478
structure: ChemicalStructure/PW C000092

Reference/GENE ONTOLOGY GO 0005789
type: UnificationXref
id: GO:0005789
db: GENE ONTOLOGY

Reference/GENE ONTOLOGY GO 0005783
type: UnificationXref
id: GO:0005783
db: GENE ONTOLOGY

ChemicalStructure/PW C000718
type: ChemicalStructure
structure format: SMILES

Reference/CAS 7782-44-7
type: UnificationXref
id: 7782-44-7
db: CAS

Cytochrome P450 2D9
type: ProteinReference
xref: Reference/UniProt P11714
organism: Mus musculus

Short-chain dehydrogenase/reductase family 16C member 6
type: ProteinReference
xref: Reference/UniProt Q05A13
organism: Mus musculus

Reference/CAS 53-16-7
type: UnificationXref
id: 53-16-7
db: CAS

Unknown
type: ProteinReference
organism: Mus musculus

Compound/PW C001065 Endoplasmic Reticulum/Stoichiometry/1.0
type: Stoichiometry
physical entity: Oxygen
stoichiometric coefficient: 1.0

Reference/PubChem-compound 222865
type: UnificationXref
id: 222865
db: PubChem-compound

Reference/PubChem-compound 5893
type: UnificationXref
id: 5893
db: PubChem-compound

Compound/PW C001967 Cytosol/Stoichiometry/1.0
type: Stoichiometry
physical entity: Etiocholanedione
stoichiometric coefficient: 1.0

Compound/PW C000201 Endoplasmic Reticulum Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: Uridine 5'-diphosphate
stoichiometric coefficient: 1.0

Reference/ChEBI CHEBI 30751
type: UnificationXref
id: CHEBI:30751
db: ChEBI

Etiocholanolone
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: Etiocholanolone

Oxidized flavoprotein
type: Protein
cellular location: Endoplasmic Reticulum Membrane
entity reference: Oxidized flavoprotein

Reference/ChEBI CHEBI 15377
type: UnificationXref
id: CHEBI:15377
db: ChEBI

Reference/PubChem-compound 5880
type: UnificationXref
id: 5880
db: PubChem-compound

Reference/ChEBI CHEBI 15379
type: UnificationXref
id: CHEBI:15379
db: ChEBI

Reference/ChEBI CHEBI 15378
type: UnificationXref
id: CHEBI:15378
db: ChEBI

ChemicalStructure/PW C040034
type: ChemicalStructure
structure format: SMILES
structure data: [H+]

Reference/KEGG Compound C00523
type: UnificationXref
id: C00523
db: KEGG Compound

Reference/PubChem-compound 5886
type: UnificationXref
id: 5886
db: PubChem-compound

Reference/ChEBI CHEBI 16341
type: UnificationXref
id: CHEBI:16341
db: ChEBI

11b-Hydroxyandrost-4-ene-3,17-dione
type: SmallMolecule
cellular location: Mitochondrial Inner Membrane
entity reference: 11b-Hydroxyandrost-4-ene-3,17-dione

Protein/Generic33 Mitochondrial Inner Membrane/Stoichiometry/2.0
type: Stoichiometry
physical entity: Reduced adrenal ferredoxin
stoichiometric coefficient: 2.0

Reference/KEGG Compound C00535
type: UnificationXref
id: C00535
db: KEGG Compound

Compound/PW C000037 Mitochondrial Inner Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: Androstenedione
stoichiometric coefficient: 1.0

ChemicalStructure/PW C002924
type: ChemicalStructure
structure format: SMILES

Compound/PW C001420 Endoplasmic Reticulum/Stoichiometry/1.0
type: Stoichiometry
physical entity: Water
stoichiometric coefficient: 1.0

Estrone
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: Estrone

ChemicalStructure/PW C001715
type: ChemicalStructure
structure format: SMILES

ChemicalStructure/PW C000746
type: ChemicalStructure
structure format: SMILES

ChemicalStructure/PW C002923
type: ChemicalStructure
structure format: SMILES

Reference/ChEBI CHEBI 27576
type: UnificationXref
id: CHEBI:27576
db: ChEBI

Sterol 26-hydroxylase, mitochondrial
type: ProteinReference
xref: Reference/UniProt Q9DBG1
organism: Mus musculus

Reference/CAS 63-05-8
type: UnificationXref
id: 63-05-8
db: CAS

NADP
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: NADP

Alcohol dehydrogenase [NADP(+)]
type: ProteinReference
xref: Reference/UniProt Q9JII6
organism: Mus musculus

Inactive hydroxysteroid dehydrogenase-like protein 1
type: ProteinReference
xref: Reference/UniProt Q8BTX9
organism: Mus musculus

Reference/ChEBI CHEBI 17659
type: UnificationXref
id: CHEBI:17659
db: ChEBI

Reference/ChEBI CHEBI 1069535
type: UnificationXref
id: CHEBI:1069535
db: ChEBI

Formic acid
type: SmallMolecule
cellular location: Endoplasmic Reticulum Membrane
entity reference: Formic acid

Reference/ChemSpider 389114
type: UnificationXref
id: 389114
db: ChemSpider

Short-chain dehydrogenase/reductase family 16C member 6
type: Protein
cellular location: Endoplasmic Reticulum Membrane
entity reference: Short-chain dehydrogenase/reductase family 16C member 6

ChemicalStructure/PW C001967
type: ChemicalStructure
structure format: SMILES

Reference/PubChem-compound 440114
type: UnificationXref
id: 440114
db: PubChem-compound

Compound/PW C002924 Mitochondrial Inner Membrane/Stoichiometry/1.0
type: Stoichiometry
physical entity: 11b-Hydroxyandrost-4-ene-3,17-dione
stoichiometric coefficient: 1.0

Reference/PubChem-compound 252379
type: UnificationXref
id: 252379
db: PubChem-compound

Reference/CAS 382-45-6
type: UnificationXref
id: 382-45-6
db: CAS

Androsterone
type: SmallMolecule
cellular location: Cytosol
entity reference: Androsterone